Search Resorts in Sherwood

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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 1 Resorts in Sherwood with updated reviews, rates, and availability.

Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1001)
"."
The price is AED 731
AED 1,005 total
includes taxes & fees
6 May - 7 May
Hyatt Regency Chesapeake Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sherwood

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sun loungers, beach towels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

10.0 out of 10, Exceptional, (33)
"The Chesapeake Mansion was even better than it looks on the VRBO listing. Huge house but still managed to feel warm and inviting, never cold or stand-offish. We cooked big dinners for our group of 12 and the kitchen was perfect for that. Billiards room was fun, amazing bar room, also an exercise room. Walking out on the dock was always a treat. With 12 people, folks could always find a place to chill out when they wanted, but we also had big rooms where we could all get together for chatting and...
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (180)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort vacation in Sherwood?
You deserve to get away, and a resort is just the place to find all the services and amenities you need for a relaxing trip to Sherwood. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you want a luxurious suite, a state-of-the-art fitness center, or fun activities to try.
What's a top resort in Sherwood?
Our top-rated resort near Sherwood: Hyatt Regency Chesapeake Bay - Beach resort. 20.1 mi (32.3 km) from Sherwood. Features 2 outdoor pools, 3 restaurants, and a private beach. Popular for its pool.
What can I do in Sherwood?
Goat Island and Knapp’s Narrows Marina & Inn are a few of the interesting sights to visit. Other attractions in the area include St. Michaels Winery and Chesapeake Bay Maritime Museum.
What's the weather like in Sherwood?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.
What's the best way to get to and around Sherwood?
Fly into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the heart of the city. Otherwise, look for flights into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 52.1 mi (83.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.